EP1224947B1 - Deodorant composition - Google Patents
Deodorant composition Download PDFInfo
- Publication number
- EP1224947B1 EP1224947B1 EP02001434A EP02001434A EP1224947B1 EP 1224947 B1 EP1224947 B1 EP 1224947B1 EP 02001434 A EP02001434 A EP 02001434A EP 02001434 A EP02001434 A EP 02001434A EP 1224947 B1 EP1224947 B1 EP 1224947B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- compound
- deodorant
- ammonia
- production example
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 0 COC(C=C(*CN)O1)=C(C(N*=C)=O)C1=O Chemical compound COC(C=C(*CN)O1)=C(C(N*=C)=O)C1=O 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/14—Disinfection, sterilisation or deodorisation of air using sprayed or atomised substances including air-liquid contact processes
- A61L9/145—Disinfection, sterilisation or deodorisation of air using sprayed or atomised substances including air-liquid contact processes air-liquid contact processes, e.g. scrubbing
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/014—Deodorant compositions containing sorbent material, e.g. activated carbon
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/042—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating with the help of a macromolecular compound as a carrier or diluent
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/044—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating with the help of an organic compound other than a macromolecular compound
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/046—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating with the help of a non-organic compound
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/048—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating air treating gels
Definitions
- the present invention relates to a deodorant composition.
- a composition containing dehydroacetic acid of the formula: and glyoxal has a deodorant effect against smell originated from excreta in JP-sho-50-126825A.
- the deodorant effect of the composition containing dehydroacetic acid is not necessarily sufficient as a deodorant active ingredient.
- the present invention provides a deodorant composition
- a deodorant composition comprising a pyrone compound given by formula (I): wherein R represents a C3-C10 acyclic hydrocarbyl group, as an active ingredient and a carrier, which has an excellent deodorant effect against ammonia and amines.
- the present deodorant composition which can be prepared by mixing the pyrone compound with a suitable carrier to be formulated to a liquid, solid or gel composition, is utilized by applying to the places where smell generates or drifts.
- the content of the pyrone compound in the present deodorant composition is generally 0.01 to 60% by weight, preferably 1 to 30% by weight.
- Examples of the carriers mixed with the pyrone compound include liquid carriers, solid carriers and gel carriers.
- liquid carrier for preparing liquid formulations examples include water; C1-C6 monovalent alcohols such as methanol, ethanol, propanol, isopropyl alcohol and amyl alcohol; C2-C6 polyvalent alcohols such as glycerin, butyldiglycol (diethylene glycol monobutyl ether), ethylene glycol and propylene glycol; polyethylene glycol; and glycol alkyl ethers such as ethylene glycol monobutyl ether, ethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monoethyl ether, propylene glycol monobutyl ether and dipropylene glycol monobutyl ether.
- C1-C6 monovalent alcohols such as methanol, ethanol, propanol, isopropyl alcohol and amyl alcohol
- C2-C6 polyvalent alcohols such as glycerin, butyldiglycol (diethylene glycol monobutyl ether),
- the liquid formulations can optionally contain auxiliary agents such as surfactant, preservative and propellant.
- auxiliary agents such as surfactant, preservative and propellant.
- surfactants such as soaps, polyoxyethylene fatty acid alcohol ethers (e.g. polyoxyethylene oleyl ether), polyoxyethylenealkyl aryl ethers (e.g. polyoxyethylenenonyl phenyl ether), polyoxyethylene fatty acid esters, fatty acid glycerides, sorbitan fatty acid esters, sulfate esters of higher alcohols and alkylarylsulfonate salts (e.g. sodium dodecylbenzenesulfonate); and preservatives such as methyl 4-hydroxybenzoate, ethyl 4-hydroxybenzoate, propyl 4-hydroxybenzoate and butyl 4-hydroxybenzoate.
- the liquid formulation is usually utilized by spraying to the place where bad smell generates.
- the liquid formulation may be charged into a container equipped with a spray mechanism or a pressure container with a propellant (e.g. liquefied petroleum gas, dimethyl ether, nitrogen gas, liquefied carbon dioxide gas, flon 11, flon 12).
- a propellant e.g. liquefied petroleum gas, dimethyl ether, nitrogen gas, liquefied carbon dioxide gas, flon 11, flon 12.
- the liquid formulation can be also utilized by penetrating into e.g. paper or cloth by capillary action and exposing a wide area to odor drifting in an air.
- paper and cloth used for the method include filter paper and non-woven cloth.
- Examples of the solid carrier for preparing the solid formulations include mineral solids such as silicate salts, kaolin, activated carbon, zeolite, bentonite, diatomaceous earth, talc, silica gel and calcium carbonate; plant solids such as wood chip, paper, peat moss and coffee bean shell; and synthetic resins such as polyvinyl chloride.
- the shape of the solid carrier can be granules or powders.
- the solid formulations can be prepared by spraying, or by penetrating the above-described liquid formulation to the solid carrier and then optionally vaporizing the liquid carrier.
- the solid formulation is usually utilized by distributing or spreading on the place where bad smell generates, or surroundings.
- the gel carrier for preparing the gel formulations can be prepared from gelatinizers such as carrageenan, agar, locust bean gum, polyvinyl alcohol, gum arabic, gellan gum, gelatin, carboxymethylcellulose, sodium alginate and sodium stearate.
- gelatinizers such as carrageenan, agar, locust bean gum, polyvinyl alcohol, gum arabic, gellan gum, gelatin, carboxymethylcellulose, sodium alginate and sodium stearate.
- the gel formulation may contain a surfactant, if needed.
- Typical surfactants are soaps, polyoxyethylene fatty acid alcohol ethers (e.g. polyoxyethylene oleyl ether), polyoxyethylenealkyl aryl ethers (e.g. polyoxyethylenenonyl phenyl ether), polyoxyethylene fatty acid esters, fatty acid glycerides, sorbitan fatty acid esters, sulfate esters of higher alcohols and alkylarylsulfonate salts (e.g. sodium dodecylbenzenesulfonate).
- polyoxyethylene fatty acid alcohol ethers e.g. polyoxyethylene oleyl ether
- polyoxyethylenealkyl aryl ethers e.g. polyoxyethylenenonyl phenyl ether
- polyoxyethylene fatty acid esters e.g. polyoxyethylene oleyl ether
- polyoxyethylenealkyl aryl ethers e.g.
- the gel formulation is utilized by setting on the place where bad smell generates or surroundings or by exposing to odor drifting in an air.
- the present composition can contain an additive such as antioxidant, pigment, coloring agent, stabilizer and UV absorbent. Further, known deodorant, perfume, antimicrobial, fungicide, insecticide, acaricide or pest repellent may be mixed or used together.
- the present composition is excellent at deodorizing amines originated from excreta of humans, cattle and pets, and rotten foods in particular. Therefore, it is effective to use the present composition at the place where bad smell generates, such as privy (latrine), toilet for pets, cattle shed, garbage at kitchen and dumping ground.
- C3-C10 acyclic hydrocarbyl group for R is exemplified by straight-chain or branched C3-C10 alkyl, straight-chain or branched C3-C10 alkenyl and straight-chain or branched C3-C10 alkynyl.
- Examples of the pyrone compound include the compounds listed in Table 1, but the pyrone compound is not limited to them.
- Compound Nos. R 1 CH 2 CH 2 CH 3 2 CH 2 CH 2 CH 2 CH 3 3 CH 2 CH 2 CH(CH 3 ) 2 4 CH 2 CH 2 CH 2 CH 2 CH 3 5 CH(CH 3 )CH 2 CH 2 CH 3 6 CH 2 CH 2 CH 2 CH 2 CH 2 CH 3 7 CH 2 CH 2 CH 2 CH 2 CH 2 CH 3 8 CH 2 CH 2 C ⁇ CH
- the pyrone compound given by the formula (I) may be utilized solely or as a mixture thereof at any rate in the present deodorant composition.
- the pyrone compound can be produced from 4-hydroxy-6-methyl-2-pyrone and so on by the method described in JP-sho51-19126A or WO97/35565.
- Each of Compounds 1-8 was dissolved in ethanol to give a 10mg/ml liquid formulation.
- Dehydroacetic acid was formulated in the same manner as Production example 1, and thena comparative test was carried out by the same method.
- Deodorant rates were calculated by formula 1.
- Deodorant rate (%) (1 - concentration of ammonia in tested area concentration of ammonia in control area ) ⁇ 100 Compound Nos.
- Deodorant rate (%) Production example 1
- Production example 2 Production example 3 1 80 70 60 2 70 60 60 3 100 95 90 4
- 80 80 80 5 100 90 90 Dehydroacetic acid 20 25 25
- Deodorant rates were calculated by formula 2.
- Deodorant rate (%) (1 - concentration of trimethylamine in tested area concentration of trimethylamine in control area ) ⁇ 100 Compound Nos.
- Deodorant rate (%) 1 100 2 100 3 100 4 95 6 95 7 95
- a 51 desiccator 100g of toilet sand for pets (bentonite) impregnated with cat urine were placed. The concentration of ammonia in the desiccator was measured with a gas detector tube (No. 3HM, Gastec Corporation) at room temperature (about 20°C) to afford 300ppm. To the toilet sand, 10 ml of the formulation of Compound 4 obtained in Production example 3 were sprayed. The concentration of ammonia in the desiccator was measured with a gas detector tube (No. 3La, Gastec Corporation) after 60 minutes. As a result, the concentration was decreased to 20ppm.
- a gas detector tube No. 3La, Gastec Corporation
- the present composition has an excellent deodorant effect against odor originated from ammonia and amines in environment.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001014262A JP2002209993A (ja) | 2001-01-23 | 2001-01-23 | 消臭組成物 |
JP2001014262 | 2001-01-23 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1224947A1 EP1224947A1 (en) | 2002-07-24 |
EP1224947B1 true EP1224947B1 (en) | 2003-12-03 |
Family
ID=18880985
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP02001434A Expired - Fee Related EP1224947B1 (en) | 2001-01-23 | 2002-01-21 | Deodorant composition |
Country Status (8)
Country | Link |
---|---|
US (1) | US6551582B2 (zh) |
EP (1) | EP1224947B1 (zh) |
JP (1) | JP2002209993A (zh) |
KR (1) | KR20020062688A (zh) |
CN (1) | CN1367024A (zh) |
AU (1) | AU1018002A (zh) |
CA (1) | CA2368503A1 (zh) |
DE (1) | DE60200104D1 (zh) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7449441B2 (en) * | 2005-05-18 | 2008-11-11 | Toilex, Llc | Liquid composition for reducing toilet odor |
EP2272491A1 (fr) * | 2009-06-18 | 2011-01-12 | Robertet S.A. | Nouvelles compositions désodorisantes et produits désodorisants les renfermant |
JP5914932B2 (ja) * | 2011-12-16 | 2016-05-11 | 高砂香料工業株式会社 | メラニン生成抑制剤及びその用途 |
CN106731768B (zh) * | 2016-12-07 | 2020-06-05 | 佛山市碧沃丰生物科技股份有限公司 | 一种生物酶除臭剂及其制备方法 |
CN114681650A (zh) * | 2020-12-30 | 2022-07-01 | 象鼻山香(杭州)生物科技有限公司 | 一种具有除臭功能的组合物及其制备方法 |
CN116999598B (zh) * | 2023-09-11 | 2024-04-05 | 上海南椿新材料科技有限公司 | 一种无机除臭剂及其制备工艺 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2456639B2 (de) | 1974-11-29 | 1977-04-14 | Hans Schwarzkopf Gmbh, 2000 Hamburg | Depot-deodorants |
JPS5749220A (en) | 1980-09-08 | 1982-03-23 | Semiconductor Energy Lab Co Ltd | Plasma gas phase method |
US5714137A (en) * | 1994-08-12 | 1998-02-03 | The Procter & Gamble Company | Uncomplexed cyclodextrin solutions for odor control on inanimate surfaces |
US5942478A (en) | 1995-09-19 | 1999-08-24 | Lopes; John A. | Microbicidal and sanitizing soap compositions |
JPH11116830A (ja) * | 1997-10-14 | 1999-04-27 | Mitsubishi Chemical Corp | 高吸水性ポリマー組成物 |
-
2001
- 2001-01-23 JP JP2001014262A patent/JP2002209993A/ja active Pending
-
2002
- 2002-01-10 US US10/041,741 patent/US6551582B2/en not_active Expired - Fee Related
- 2002-01-15 AU AU10180/02A patent/AU1018002A/en not_active Abandoned
- 2002-01-18 KR KR1020020003077A patent/KR20020062688A/ko not_active Application Discontinuation
- 2002-01-18 CA CA002368503A patent/CA2368503A1/en not_active Abandoned
- 2002-01-21 EP EP02001434A patent/EP1224947B1/en not_active Expired - Fee Related
- 2002-01-21 CN CN02102424A patent/CN1367024A/zh active Pending
- 2002-01-21 DE DE60200104T patent/DE60200104D1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JP2002209993A (ja) | 2002-07-30 |
US6551582B2 (en) | 2003-04-22 |
CN1367024A (zh) | 2002-09-04 |
KR20020062688A (ko) | 2002-07-29 |
DE60200104D1 (de) | 2004-01-15 |
AU1018002A (en) | 2002-07-25 |
EP1224947A1 (en) | 2002-07-24 |
US20020141962A1 (en) | 2002-10-03 |
CA2368503A1 (en) | 2002-07-23 |
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